GB2578008A - 1-Acetyl-5-Nitro-4-Phenyl-3-Pyrrolin-2-one for use in cancer treatment - Google Patents
1-Acetyl-5-Nitro-4-Phenyl-3-Pyrrolin-2-one for use in cancer treatment Download PDFInfo
- Publication number
- GB2578008A GB2578008A GB1916084.5A GB201916084A GB2578008A GB 2578008 A GB2578008 A GB 2578008A GB 201916084 A GB201916084 A GB 201916084A GB 2578008 A GB2578008 A GB 2578008A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrrolin
- acetyl
- nitro
- phenyl
- mmp
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 206010028980 Neoplasm Diseases 0.000 title claims abstract 3
- 201000011510 cancer Diseases 0.000 title claims abstract 3
- ZJPSTFBQEXBMLZ-UHFFFAOYSA-N 1-acetyl-2-nitro-3-phenyl-2H-pyrrol-5-one Chemical compound CC(=O)N1C(C(=CC1=O)c1ccccc1)[N+]([O-])=O ZJPSTFBQEXBMLZ-UHFFFAOYSA-N 0.000 title abstract 2
- 102000005741 Metalloproteases Human genes 0.000 claims abstract 2
- 108010006035 Metalloproteases Proteins 0.000 claims abstract 2
- 102000002274 Matrix Metalloproteinases Human genes 0.000 claims 2
- 102100026802 72 kDa type IV collagenase Human genes 0.000 claims 1
- 101710151806 72 kDa type IV collagenase Proteins 0.000 claims 1
- 102000010834 Extracellular Matrix Proteins Human genes 0.000 claims 1
- 108010037362 Extracellular Matrix Proteins Proteins 0.000 claims 1
- 229940124761 MMP inhibitor Drugs 0.000 claims 1
- 206010027476 Metastases Diseases 0.000 claims 1
- 230000015556 catabolic process Effects 0.000 claims 1
- 238000006731 degradation reaction Methods 0.000 claims 1
- 210000002744 extracellular matrix Anatomy 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 230000009401 metastasis Effects 0.000 claims 1
- 230000002018 overexpression Effects 0.000 claims 1
- 230000033115 angiogenesis Effects 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4015—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention relates to medicine, in particular to medical use of 1-acetyl-5-nitro-4- phenyl-3-pyrrolin-2-one exhibiting metalloproteinase and angiogenesis inhibiting properties for the treatment of cancer.
Claims (2)
1. Metalloproteinase (MMP) inhibitor l-acetyl-5-nitro-4-phenyl-3-pyrrolin-2- one (1) for use in the treatment of cancer accompanied by MMP over expression leading to the degradation of the extracellular matrix and to the development of metastasis.
2. MMP inhibitor according to Claim 1, wherein l-acetyl-5-nitro-4-phenyl-3- pyrrolin-2-one inhibits MMP-2 and MMP- 14.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LVP-17-51A LV15384B (en) | 2017-07-24 | 2017-07-24 | 1-acetyl-5-nitro-4-phenyl-3-pyrrolin-2-one for use in the treatment of cancer |
| PCT/IB2018/051917 WO2019021067A1 (en) | 2017-07-24 | 2018-03-22 | 1-acetyl-5-nitro-4-phenyl-3-pyrrolin-2-one for use in cancer treatment |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| GB201916084D0 GB201916084D0 (en) | 2019-12-18 |
| GB2578008A true GB2578008A (en) | 2020-04-15 |
| GB2578008B GB2578008B (en) | 2022-03-16 |
Family
ID=59858757
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1916084.5A Active GB2578008B (en) | 2017-07-24 | 2018-03-22 | 1-Acetyl-5-Nitro-4-Phenyl-3-Pyrrolin-2-one for use in cancer treatment |
Country Status (3)
| Country | Link |
|---|---|
| GB (1) | GB2578008B (en) |
| LV (1) | LV15384B (en) |
| WO (1) | WO2019021067A1 (en) |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004037171A2 (en) * | 2002-10-18 | 2004-05-06 | Merck & Co., Inc. | Mitotic kinesin inhibitors |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6500948B1 (en) | 1995-12-08 | 2002-12-31 | Agouron Pharmaceuticals, Inc. | Metalloproteinase inhibitors-compositions, uses preparation and intermediates thereof |
| JP2002504916A (en) | 1997-06-21 | 2002-02-12 | ロシュ ダイアグノスティクス ゲゼルシャフト ミット ベシュレンクテル ハフツング | Barbituric acid derivatives with antimetastatic and antitumor activity |
| WO2006008303A1 (en) | 2004-07-21 | 2006-01-26 | Applied Research Systems Ars Holding N.V. | Octahydropyrrolo[2, 3, c]pyridine derivatives and pharmaceutical use thereof |
| KR100829257B1 (en) | 2006-06-22 | 2008-05-14 | 부경대학교 산학협력단 | Carboxylic Glucosamine Compounds Inhibiting the Expression and Activity of Matrix Metalloproteinase-9 in Human Fibrosarcoma Cells and Matrix Metalloproteinase-9 Inhibitors Containing it |
-
2017
- 2017-07-24 LV LVP-17-51A patent/LV15384B/en unknown
-
2018
- 2018-03-22 WO PCT/IB2018/051917 patent/WO2019021067A1/en not_active Ceased
- 2018-03-22 GB GB1916084.5A patent/GB2578008B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004037171A2 (en) * | 2002-10-18 | 2004-05-06 | Merck & Co., Inc. | Mitotic kinesin inhibitors |
Non-Patent Citations (1)
| Title |
|---|
| CHENG X C ET AL, "Design, synthesis and preliminary evaluation of novel pyrrolidine derivatives as matrix metalloproteinase inhibitors", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, vol. 43, no. 10, doi:10.1016/J.EJMECH.2007.12.020, ISSN 0223-5234, (20081001), Abstract, introduction; table 1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| GB201916084D0 (en) | 2019-12-18 |
| LV15384A (en) | 2019-02-20 |
| GB2578008B (en) | 2022-03-16 |
| WO2019021067A1 (en) | 2019-01-31 |
| LV15384B (en) | 2019-05-20 |
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